DK2704724T3 - Improved suspension formulation of beclomethasone dipropionate for administration by inhalation - Google Patents
Improved suspension formulation of beclomethasone dipropionate for administration by inhalation Download PDFInfo
- Publication number
- DK2704724T3 DK2704724T3 DK12719304.3T DK12719304T DK2704724T3 DK 2704724 T3 DK2704724 T3 DK 2704724T3 DK 12719304 T DK12719304 T DK 12719304T DK 2704724 T3 DK2704724 T3 DK 2704724T3
- Authority
- DK
- Denmark
- Prior art keywords
- formulation
- particles
- volume diameter
- comprised
- range
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 57
- 238000009472 formulation Methods 0.000 title claims description 55
- 239000000725 suspension Substances 0.000 title claims description 10
- 229950000210 beclometasone dipropionate Drugs 0.000 title description 11
- KUVIULQEHSCUHY-XYWKZLDCSA-N Beclometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O KUVIULQEHSCUHY-XYWKZLDCSA-N 0.000 title description 10
- 239000002245 particle Substances 0.000 claims description 76
- 239000004480 active ingredient Substances 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 239000008346 aqueous phase Substances 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 6
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 5
- 239000007900 aqueous suspension Substances 0.000 claims description 5
- 208000006673 asthma Diseases 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 5
- 230000002265 prevention Effects 0.000 claims description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 208000023504 respiratory system disease Diseases 0.000 claims description 4
- 238000004659 sterilization and disinfection Methods 0.000 claims description 4
- 239000000080 wetting agent Substances 0.000 claims description 4
- 210000004072 lung Anatomy 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 230000001954 sterilising effect Effects 0.000 claims description 3
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims description 2
- 229920001213 Polysorbate 20 Polymers 0.000 claims description 2
- QHQJZIXSVLFOHD-LYRZEVDOSA-N [2-[(8s,9r,10s,11s,13s,14s,16s,17r)-9-chloro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate;hydrate Chemical compound O.C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O QHQJZIXSVLFOHD-LYRZEVDOSA-N 0.000 claims description 2
- 239000011521 glass Substances 0.000 claims description 2
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 claims description 2
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 2
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 2
- 229940068977 polysorbate 20 Drugs 0.000 claims description 2
- 229920000053 polysorbate 80 Polymers 0.000 claims description 2
- 229940068968 polysorbate 80 Drugs 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 229940035044 sorbitan monolaurate Drugs 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 229940038482 beclomethasone dipropionate monohydrate Drugs 0.000 claims 3
- BNPSSFBOAGDEEL-UHFFFAOYSA-N albuterol sulfate Chemical group OS(O)(=O)=O.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1.CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 BNPSSFBOAGDEEL-UHFFFAOYSA-N 0.000 claims 1
- 239000003995 emulsifying agent Substances 0.000 claims 1
- 238000007602 hot air drying Methods 0.000 claims 1
- 238000002663 nebulization Methods 0.000 claims 1
- 230000005855 radiation Effects 0.000 claims 1
- 238000009826 distribution Methods 0.000 description 12
- 239000003246 corticosteroid Substances 0.000 description 11
- 239000003814 drug Substances 0.000 description 11
- 229940079593 drug Drugs 0.000 description 9
- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 description 6
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 229960002052 salbutamol Drugs 0.000 description 6
- 230000008569 process Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000010419 fine particle Substances 0.000 description 4
- 230000036512 infertility Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000006199 nebulizer Substances 0.000 description 4
- 101150034459 Parpbp gene Proteins 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 229960001334 corticosteroids Drugs 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 208000007345 glycogen storage disease Diseases 0.000 description 3
- 230000000241 respiratory effect Effects 0.000 description 3
- 230000009885 systemic effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- -1 BDP monohydrate Chemical class 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- 208000027771 Obstructive airways disease Diseases 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 208000027866 inflammatory disease Diseases 0.000 description 2
- 230000002757 inflammatory effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- LSLYOANBFKQKPT-DIFFPNOSSA-N 5-[(1r)-1-hydroxy-2-[[(2r)-1-(4-hydroxyphenyl)propan-2-yl]amino]ethyl]benzene-1,3-diol Chemical compound C([C@@H](C)NC[C@H](O)C=1C=C(O)C=C(O)C=1)C1=CC=C(O)C=C1 LSLYOANBFKQKPT-DIFFPNOSSA-N 0.000 description 1
- 206010006458 Bronchitis chronic Diseases 0.000 description 1
- VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 description 1
- 206010061818 Disease progression Diseases 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- GIIZNNXWQWCKIB-UHFFFAOYSA-N Serevent Chemical compound C1=C(O)C(CO)=CC(C(O)CNCCCCCCOCCCCC=2C=CC=CC=2)=C1 GIIZNNXWQWCKIB-UHFFFAOYSA-N 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 206010006451 bronchitis Diseases 0.000 description 1
- 210000005178 buccal mucosa Anatomy 0.000 description 1
- 229960004436 budesonide Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000000812 cholinergic antagonist Substances 0.000 description 1
- 208000007451 chronic bronchitis Diseases 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 230000005750 disease progression Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 229960001022 fenoterol Drugs 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229960000676 flunisolide Drugs 0.000 description 1
- 229960000289 fluticasone propionate Drugs 0.000 description 1
- WMWTYOKRWGGJOA-CENSZEJFSA-N fluticasone propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(OC(=O)CC)[C@@]2(C)C[C@@H]1O WMWTYOKRWGGJOA-CENSZEJFSA-N 0.000 description 1
- 229960002848 formoterol Drugs 0.000 description 1
- BPZSYCZIITTYBL-UHFFFAOYSA-N formoterol Chemical compound C1=CC(OC)=CC=C1CC(C)NCC(O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 201000004541 glycogen storage disease I Diseases 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229960001361 ipratropium bromide Drugs 0.000 description 1
- KEWHKYJURDBRMN-ZEODDXGYSA-M ipratropium bromide hydrate Chemical compound O.[Br-].O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 KEWHKYJURDBRMN-ZEODDXGYSA-M 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940127212 long-acting beta 2 agonist Drugs 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 229960002744 mometasone furoate Drugs 0.000 description 1
- WOFMFGQZHJDGCX-ZULDAHANSA-N mometasone furoate Chemical compound O([C@]1([C@@]2(C)C[C@H](O)[C@]3(Cl)[C@@]4(C)C=CC(=O)C=C4CC[C@H]3[C@@H]2C[C@H]1C)C(=O)CCl)C(=O)C1=CC=CO1 WOFMFGQZHJDGCX-ZULDAHANSA-N 0.000 description 1
- 238000003921 particle size analysis Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 description 1
- 210000002345 respiratory system Anatomy 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229960004017 salmeterol Drugs 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 229940127211 short-acting beta 2 agonist Drugs 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
- A61K9/0078—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy for inhalation via a nebulizer such as a jet nebulizer, ultrasonic nebulizer, e.g. in the form of aqueous drug solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/08—Bronchodilators
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pulmonology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Emergency Medicine (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Medical Preparation Storing Or Oral Administration Devices (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11164575 | 2011-05-03 | ||
| PCT/EP2012/057068 WO2012150131A1 (en) | 2011-05-03 | 2012-04-18 | Improved suspension formulation of a corticosteroid for administration by inhalation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2704724T3 true DK2704724T3 (en) | 2017-01-09 |
Family
ID=44584766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK12719304.3T DK2704724T3 (en) | 2011-05-03 | 2012-04-18 | Improved suspension formulation of beclomethasone dipropionate for administration by inhalation |
Country Status (18)
| Country | Link |
|---|---|
| EP (2) | EP2704724B1 (ru) |
| CN (1) | CN103501791B (ru) |
| AR (1) | AR086248A1 (ru) |
| BR (1) | BR112013027391A2 (ru) |
| CY (1) | CY1118315T1 (ru) |
| DK (1) | DK2704724T3 (ru) |
| ES (2) | ES2612257T3 (ru) |
| HR (1) | HRP20161757T1 (ru) |
| HU (1) | HUE030016T2 (ru) |
| LT (1) | LT2704724T (ru) |
| ME (1) | ME02586B (ru) |
| PL (2) | PL2704724T3 (ru) |
| PT (1) | PT2704724T (ru) |
| RS (1) | RS55477B1 (ru) |
| RU (1) | RU2611665C2 (ru) |
| SI (1) | SI2704724T1 (ru) |
| WO (1) | WO2012150131A1 (ru) |
| ZA (1) | ZA201308158B (ru) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2704724B1 (en) | 2011-05-03 | 2016-10-26 | Chiesi Farmaceutici S.p.A. | Improved suspension formulation of beclometasone dipropionate for administration by inhalation |
| CN107260665B (zh) * | 2016-04-08 | 2021-03-30 | 天津金耀集团有限公司 | 一种吸入用糠酸莫米松混悬液组合物 |
| CN107510687B (zh) * | 2017-08-18 | 2020-07-03 | 南京海纳医药科技股份有限公司 | 一种供雾化用含有福莫特罗和布地奈德的吸入混悬液及其制备方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19653969A1 (de) * | 1996-12-20 | 1998-06-25 | Boehringer Ingelheim Kg | Neue wässrige Arzneimittelzubereitung zur Erzeugung treibgasfreier Aerosole |
| SE9704186D0 (sv) | 1997-11-14 | 1997-11-14 | Astra Ab | New composition of matter |
| IT1303692B1 (it) | 1998-11-03 | 2001-02-23 | Chiesi Farma Spa | Procedimento per la preparazione di sospensioni di particelle difarmaci da somministrare per inalazione. |
| WO2003086374A1 (en) | 2002-04-05 | 2003-10-23 | University Of Utah Research Foundation | Regulation of a novel colon specific retinol dehydrogenase by apc and cdx2 |
| ITMI20020808A1 (it) | 2002-04-17 | 2003-10-17 | Chiesi Farma Spa | Procedimento per la preparazione di una sospensione sterile di particelle di beclometasone dipropionato da somministrare per inalazione |
| ITMI20022674A1 (it) | 2002-12-18 | 2004-06-19 | Chiesi Farma Spa | Procedimento per la preparazione di formulazioni sterili a base di principi attivi farmaceutici cristallini micronizzati da somministrare come sospensioni acquose per inalazione. |
| EP1454636A1 (en) | 2003-03-04 | 2004-09-08 | Dompé S.P.A. | Sterilization of glucocorticoid drug particles for pulmonary delivery |
| US8912174B2 (en) * | 2003-04-16 | 2014-12-16 | Mylan Pharmaceuticals Inc. | Formulations and methods for treating rhinosinusitis |
| US7811606B2 (en) * | 2003-04-16 | 2010-10-12 | Dey, L.P. | Nasal pharmaceutical formulations and methods of using the same |
| GB0410995D0 (en) * | 2004-05-17 | 2004-06-23 | Norton Healthcare Ltd | Heat sterilization of glucocorticosteroids |
| ITMI20051999A1 (it) * | 2005-10-21 | 2007-04-22 | Eratech S R L | Formulazioni inalatorie di farmaci in fora di polvere secca per somministrazione come tale o con nebulizzatore e dotate di elevata erogabilita' respirabilita' e stabilita' |
| EP1968547A1 (en) | 2005-11-29 | 2008-09-17 | Farmabios S.p.A. | Process for the preparation of micronised sterile steroids |
| KR20100095587A (ko) * | 2007-12-13 | 2010-08-31 | 노파르티스 아게 | 유기 화합물 |
| EP2704724B1 (en) | 2011-05-03 | 2016-10-26 | Chiesi Farmaceutici S.p.A. | Improved suspension formulation of beclometasone dipropionate for administration by inhalation |
-
2012
- 2012-04-18 EP EP12719304.3A patent/EP2704724B1/en not_active Revoked
- 2012-04-18 SI SI201230800A patent/SI2704724T1/sl unknown
- 2012-04-18 LT LTEP12719304.3T patent/LT2704724T/lt unknown
- 2012-04-18 RS RS20161116A patent/RS55477B1/sr unknown
- 2012-04-18 EP EP16178624.9A patent/EP3097915B1/en active Active
- 2012-04-18 PL PL12719304T patent/PL2704724T3/pl unknown
- 2012-04-18 HU HUE12719304A patent/HUE030016T2/en unknown
- 2012-04-18 ES ES12719304.3T patent/ES2612257T3/es active Active
- 2012-04-18 RU RU2013148786A patent/RU2611665C2/ru active
- 2012-04-18 WO PCT/EP2012/057068 patent/WO2012150131A1/en not_active Ceased
- 2012-04-18 BR BR112013027391A patent/BR112013027391A2/pt not_active Application Discontinuation
- 2012-04-18 HR HRP20161757TT patent/HRP20161757T1/hr unknown
- 2012-04-18 ES ES16178624T patent/ES2974900T3/es active Active
- 2012-04-18 CN CN201280021420.7A patent/CN103501791B/zh active Active
- 2012-04-18 PT PT127193043T patent/PT2704724T/pt unknown
- 2012-04-18 ME MEP-2016-285A patent/ME02586B/me unknown
- 2012-04-18 PL PL16178624.9T patent/PL3097915T3/pl unknown
- 2012-04-18 DK DK12719304.3T patent/DK2704724T3/en active
- 2012-05-02 AR ARP120101550A patent/AR086248A1/es not_active Application Discontinuation
-
2013
- 2013-10-31 ZA ZA2013/08158A patent/ZA201308158B/en unknown
-
2016
- 2016-12-08 CY CY20161101267T patent/CY1118315T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP3097915A1 (en) | 2016-11-30 |
| HUE030016T2 (en) | 2017-04-28 |
| LT2704724T (lt) | 2017-01-10 |
| PL2704724T3 (pl) | 2017-03-31 |
| WO2012150131A1 (en) | 2012-11-08 |
| CN103501791B (zh) | 2016-05-18 |
| SI2704724T1 (sl) | 2017-01-31 |
| ES2612257T3 (es) | 2017-05-16 |
| PL3097915T3 (pl) | 2024-05-20 |
| CN103501791A (zh) | 2014-01-08 |
| AR086248A1 (es) | 2013-11-27 |
| ES2974900T3 (es) | 2024-07-02 |
| CY1118315T1 (el) | 2017-06-28 |
| RU2013148786A (ru) | 2015-05-10 |
| HRP20161757T1 (hr) | 2017-02-10 |
| RU2611665C2 (ru) | 2017-02-28 |
| ME02586B (me) | 2017-06-20 |
| BR112013027391A2 (pt) | 2017-01-17 |
| EP2704724A1 (en) | 2014-03-12 |
| PT2704724T (pt) | 2017-02-02 |
| EP3097915B1 (en) | 2024-01-24 |
| ZA201308158B (en) | 2014-09-25 |
| RS55477B1 (sr) | 2017-04-28 |
| EP2704724B1 (en) | 2016-10-26 |
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